EPSRC Reference: |
GR/N31429/01 |
Title: |
PRACTICAL ASYMMETRIC SYNTHESIS OF POLYFUNCTIONAL DISUBSTITUTED AMINO ACIDS |
Principal Investigator: |
Marsden, Professor SP |
Other Investigators: |
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Researcher Co-Investigators: |
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Project Partners: |
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Department: |
Chemistry |
Organisation: |
Imperial College London |
Scheme: |
Standard Research (Pre-FEC) |
Starts: |
19 February 2001 |
Ends: |
31 July 2001 |
Value (£): |
59,825
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EPSRC Research Topic Classifications: |
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EPSRC Industrial Sector Classifications: |
Chemicals |
Pharmaceuticals and Biotechnology |
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Related Grants: |
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Panel History: |
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Summary on Grant Application Form |
The programme aims to develop general and practical methods for the asymmetric synthesis of alpha,alpha-disubstituted amino acids of medicinal importance. The key step in the synthesis is an asymmetric deconjugative alkylation/amination of an unsaturated pseudoephedrine amide. The precursors for this key step are readily prepared by condensation of shelf-stable pseudoephedrine containing phosphonates or active methylene compounds with aldehydes, thus allowing the synthesis of diverse precursors from the vast array of commercially available aldehydes. The reaction not only forms an asymmetric quarternary centre, but also allows the stereocontrolled introduction of an olefin which can be used as a point of introduction of further functionality. This is exemplified by the shortest asymmetric synthesis to date of the important immunosuppressive agent myriocin.
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Key Findings |
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Potential use in non-academic contexts |
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Impacts |
Description |
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Summary |
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Date Materialised |
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Sectors submitted by the Researcher |
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Project URL: |
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Further Information: |
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Organisation Website: |
http://www.imperial.ac.uk |